Chapter Text
*Full chapter summary and links down below.*
I held an Ask Box Requests Event on Tumblr after reading an article about writing by request. I wanted to try out some of the things mentioned, but I didn't know if I could do it, so this was a trial version of it. I asked that prompts be of any characters, situations, pairings, etc. Go wild with strange themes, have me write a personalized scene, a canon scene rewrite, crossovers, totally raunchy sex, or just ask for some gen fluff. Really anything, as detailed or as vague as they pleased.
I was hoping for truthful and constructive criticism about what I wrote for people. Tearing me down for no reason was not what I was looking for. It was more of a "Hey, did ya like it? Did ya hate it? Would you want to request a fic from me again?” The fics were all short-ish compared to the much longer fics I usually write. I posted them here and also on my Tumblr account with the tag Ask Box Requests.
The experiment was a success and I had a good time doing it. Thanks guys!
Chapter Summaries
1. Chapter 1: Introduction
2. Open Your Eyes
Anon Request: Cas fingering Dean while Sam's sleeping in the next bed. Dirty talk, D/s, aggressive Cas.
3. Tips to Make Your Girl Weak in the Knees
Anon Request: Dean/Cas -- kill me with adorable and fluff. Cas wants to date Dean. He reads about how to woo someone in a magazine.
4. Size Doesn't Matter
Assbuttintheimpala's Request: Twink!cas (maybe senior in high school) having a secret relationship with cop!dean (who's maybe like 30) and Cas is a total size!queen so he asks Dean to fuck him with both his cock and his night stick? If you could put in some humiliation/slurs like Dean telling Cas how much of a slut he is and commenting on his gape that would be awesome. Also maybe for the scene they're somewhere they could easily be caught? Maybe Dean had sneaked into Cas' bedroom in the middle of the night?
5. Do As I Say
Curlysupergirl's Request: Can you write a chapter about Dean with complete loss of control (maybe TPE) with Cas in charge? Like the first prompt with humiliation, but maybe this time Sam actually witnesses it (doesn't necessarily need to be sex).
6. Run Trip and Fall Chapter 2
Anon Request: I didn't know that you take ask-box request! Can I request you too? About J2(Bottom!Jensen) having rough-sex and hyper-sensitivity with crying!Jensen. Jared is very animalistic but with after-caring schmoop:) I love your 'Run Trip and Fall' so much, It can be same verse with that (Especially mentioned fisting thing). Sorry about long request. Always thanks for amazing works!
7. Filled Up
Anon Request: Could you write a Dom Dean where he keeps Cas filled with piss and cum all the time, and when not filled, he keeps him stuffed with dildos and/or random object's, and Cas loves it. Maybe lots of dirty talk/humiliation?
8. Dinosaurs and Cough Syrup
Anon Request: I really wanna read something cute and fluffy with baby dean (infantilism) maybe even sick dean? I like either cas or sam as the 'daddy' but it can be someone else. I prefer non-sexual, as for the 'setting' I don't prefer one over another, although I did enjoy Mr. Kitty's New Friend :) I also like it when a bit of the Adultness shines through like deans aware of what's happening but he needs it ya know?
9. Customer Service with a Smile
Anon Request: AU or canon. Sabriel. Gabriel is a problem customer always complaining about something so he can spend time with Sam.
10. Mommy
Anon Request: I'd love to read about pregnant!dean started leaking milk from his flat chest. Sam seeing that, totally got turned on and having sex. After giving birth, Sam watches dean breastfeeding their baby and then Sam gets emotionally overwhelmed by that (feeling how beautiful mother dean is) If you don't mind, I also love some domestic fluff about Dean being Mommy, like the baby starts calling Dean mommy?
11. Us Against the World
Anon Request: I would really like Sam and Cas using Dean like a toy, for their own pleasure. DP, cockwarming, holding his ass open to be fucked, but lots of love and aftercare at the end!
12. Lies and Break-Ins
majesticduxk's (majestic_duck) Request: ok, I have a prompt! if it so inspires you... something d/d with a punishment spanking, and Dean being the spankee. I prefer slash, but am happy for him to be paired with whomever, and you can take it where you want.
13. More
Anon Request: I was just on archive of our own and I wanted to request something. Can you make cas have a gaping ass hole that never closes and that needs to be filled up with a butt plug all the time and when dean has sex with him he has to have something else.
14. Doc
HollyBlue2's Request: Maybe some doctor!top!cas & bottom!dean with restraints, sounding, latex gloves and some good ole dirty talking? For a scene, maybe they've got a basement kitted out with some medfet supplies?
15. Daddy's Good Boy
IShipItAllAndThenSome's Request: I kind of wanted to prompt something along these lines, but then I wanted to do it myself, but I still want to read your take on it, so here goes. Can I have Dom!Cas/sub!Dean with daddy kink (Daddy!Cas), praise kink, spanking, maybe a little exhibitionism (fucking by an open window or in an office - maybe Dean Smith verse with Cas as his superior? - or at a BDSM dungeon), and Dean being shy about his panties because he's never told Cas about them before? Sorry for the babble.
16. Sick of Me
Anon Request: Sam/Dean. Dean gets turned on by being taken care of, since he's always been doing the one taking care of people, but nobody knows because he has this phobia about anyone finding out, even - especially Sam. I'm thinking maybe being sick and fantasizing Sam will care take of him would turn him on the most in my headcanon, because being hurt fighting monsters is something that feels like a badge of honor, but being sick is just something his dad made him feel bad about. So, Dean is sick and
feverish and therefore emotionally liable, and gets turned on by being taken care of, and Sam figures it out. And maybe Dean has a bit of an emotional breakdown on top of this because I feel like that would be a cathartic moment for him.
17. Pregnancy Blues
Anne's Request: (After I posted Mommy - Sam/Mpreg!Dean) Can I ask for a other wincest fic with pregnant sex (mpreg!Sam, top!Dean),please?
18. The Mark of Freedom
Lori's Request: Can you do something with dark!Dean? Demon Dean or MOC Dean works too. I'd like more emphasis on how good Dean feels, how liberated he is with his new agenda, morals etc. Also, if you fit the theme of betrayal - how Sam didn't look for Dean while he was in Purgatory as the possible reason for Dean's anger- it would be perfect. So Dean stalks and claims his brother because unlike Sam, Dean needs his brother and now he's uninhibited enough to take what he always wanted. (If sex, only bottom Sam, pretty please)
19. I'm Here
sixbucksandwingless' Request: I would really love it if you wrote a fic with dom!Cas and sub!Dean, in canon verse. Dean comes home after a rough hunt and needs Cas to take him out of his head for a while. Cas uses his grace for bondage and whatever else you can think of. And please include lots of loving aftercare. Could you include begging, orgasm denial(maybe with a cock ring?), and spanking? You can still have Cas use his grace to tie Dean up with, or if you think it would work better using actual rope or handcuffs, that's okay too :)
20. Rough Ride
Anon Request: Can I ask for wincestiel fic where Sam and Cas wants distract Dean from the burden of the Mark and there no better way than some kinky sex...(sub-bottom!Sam, dom-top!Dean, anal), please?
21. Sub Drop
Anon Request: Before I was here I was reading a subdrop fic (there are not enough!) and I was like, omg, I must request that if I can bc it would be awesome in your hands. So yeah, I would love if Dean was suffering from pretty severe subdrop and needed to be taken care of. I like Dean/Sam for this type of scenario. Any other kinks are fine!
22. Swings Both Ways
Anon Request: For the ask box thing, since you write so wonderfully ❤️ could you do one where Dean comes out to Sam as bisexual, and he's afraid of what Sam might think, but Sam is okay with it. But later on Sam sees a group of men harassing dean about it, touching him and yelling at him, and Sam's anger explodes!! Super-protective Sammy please?
23. Five Times Sam Was Topped 2
Sandra's Request: Wonderful fic, I love when big man like Sam bottoming, this is so hot, I'd like see him fucked by Dean and Charlie any chance for sequel?”
24. Prosodic Stress
This is soupernabturel and assbuttintheimpalafiction‘s fault: This Post from Shower Thoughts read “The sentence “I never said he licked my asshole” has 7 different meanings depending on the stressed word.” So of course soupernabturel had to say “I need a Destiel fic showing all the different ways you can use this sentence, don’t ask me why I just do” and assbuttintheimpalafiction followed that up with #yessssss · I'll settle for any that have bottom!cas.
25. Caught You
Radioactivegleek's Request: I'm going to request a fic here since I don't have a tumblr. Can you do a fic where Sam catches Dean using a pacifier, and decides that he'll treat Dean like a baby since he's acting like one? That would be great, thank you.
26. Save Room for Pie
Anon Request: For your tumblr ask box request i would love you forever if you wrote some chubby!Dean/Sam where Dean is more than a little chubby. Dean can either be really self conscious or just totally proud and unashamed. I'm picturing Dean gained all the weight while Sam was in Hell and so it's a surprise when Sam finds his way back to Dean! It's a little weird for Sam but he loves Dean any way he can get him.
27. A Good Bitch
Anon's Request: Hi maya, I have a request. just watched dog Dean episode again, wanted dogdean and his caretaker sam? The spell Dean put himself never wears off. So he behaves more like a dog and Sam should watch over him not to sniffing around:) Dean rather whining or barking than talking. Sam should help him wearing clothes, bathing, lacing up his boots, using tools. He even goes to rut, humping over sam's thigh when theyre sleeping, Sam fucks him like a bitch.(bottomdean please!):D Thanks for awesome works!
28. Show Me
jsquaredfever's Request: Im currently reading your Tumblr Ask Box Requests on AO3 and have a request for you. Could you do a Sam Winchesterl/Castiel explicit story involving oral sex hard anal sex and lots of water sports please? Thankyou x Yeah, top Sam/ bottom Casiel please x
29. Holding On
This
is my first reader insert fic. I was asked by an anon to write a Boyking!Sam x Reader fic and this is what my brain decided to write, but since I have no clue who the anon is and they never asked for Wincestiel, I wrote a second one (which will be in the next chapter),
but that means this one is inspired by that request and not really a fill for it.
30. Good Job
Anon Request: Would you ever consider writing boyking!sam x reader? I wasn't looking for anything in particular I just thought it was an interesting concept and figured it would give you room to run and mold
31. Switching
Anon Request: I would love to read a story about J2 or Sam/Dean, both are strong characters, no D/s but pure s/m scene/relationship, all consensual, for pleasure of both. Figging, canes, belt spanking/whipping.
32. The Name Game
Anon Request: Could you do a mpregDean with Sam? Dean is nine months pregnant and Sam enjoys talking to their unborn daughter and feeling her move.
33. Never Gone
Anon Request: I was thinking Wincest with demon!Dean (doesn't have to be MOC version) still being super protective of Sam? Maybe after a hunt where Dean rescued him and Sam could tell how much Dean cared, Sam decides it's time to try sleeping together again? At some point during the sex Dean gets carried away and is too rough with Sam and almost hurts him and he's horrified but Sam understands and coaxes him through it?
34. Before
Anon Request: For the Tumblr Ask Box requests I saw on AO3, maybe Cas likes Dean to be real clean before their more intense/longer scenes so makes sure to shower/shave him etc beforehand, and he's all gentle about it, sort of like aftercare but beforehand and likes to include an enema or two just to make sure Dean is squeaky clean before their scene?
35. Longing
Anon Request: If you ever find yourself not busy with requests, might I impose? I would love to see some crobby mpreg with pregnant bobby. Perhaps Crowley makes a deal with him in Hell that he can have free reign, if he'll bear Crowley's children? But it's consensual on Bobby's part.
36. Bottles and Baths
Anon Request: Can you please write a non-sexual infantilism of baby!sam, daddy!dean and daddy!cas please?
37. The One Where You Do That Thing
Assbuttintheimpala's Request: Could you do marine!Dean who has been deployed overseas for a while and he surprises his boyfriend twink!castiel with a visit. Rough, needy welcome home sex would be amaze Bottom!Cas too please with any other kinks you like :) Thanks heaps!
38. The Sniffles
Anon Request: I have a kink for sneezing/illness/caretaking. I would like something with Sam/Dean where Sam gets off on Dean's sneezes. Or, honestly I would SERIOUSLY be just as happy with Sam getting off on just Dean being sick, minus the sneezing. Just like kitten-weak sick Dean and Sam... taking care of him. Sam should want to make him feel better but you can have him tease Dean or go a bit dubcon if you want with it too since Dean would be sick/kind of out of it, just no completely evil!Sam please.
39. A Lasting Impression
Anon Request: Can you write a one-shot where Dean spanks a human, ex-angel canon Cas? Its long and merciless and A long time coming, until it's over--then it's all comfort and fluff. No sex.
40. Do You Want to Come?
Rieraclaelin's Request: May I ask for a prompt? I know you have a lot more ahead of mine, but, if you feel like doing it, I would be totally ok with it! ;) (and if you've already done one like it, just ignore it!) May I have a Sastiel d/s type prompt, with a lot of Cas edging Sam with any kinds of toys, as well as possibly some grace kink! type edging? Basically until Sam is nothing but a whimpering, incoherent mess before Cas lets him come? Also, I wouldn't object to any spanking and panties!